Coronaridine
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| Systematic (IUPAC) name | |
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methyl (1S,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
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| Identifiers | |
| CAS Number | 467-77-6 |
| ATC code | none |
| PubChem | CID 6426909 |
| ChemSpider | 4932328 |
| Chemical data | |
| Formula | C21H26N2O2 |
| Molar mass | 338.44 g/mol |
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Coronaridine, also known as 18-carbomethoxyibogamine, is an alkaloid found in Tabernanthe iboga and related species,including Tabernaemontana divaricata for which (under the now obsolete synonym Ervatamia coronaria) it was named.[1]
Coronaridine persistently reduces the self-administration of cocaine and morphine in rats.[2]
Pharmacology[edit]
Coronaridine has been reported to bind to an assortment of molecular sites, including: μ-opioid (Ki = 2.0 μM), δ-opioid (Ki = 8.1 μM), and κ-opioid receptors (Ki = 4.3 μM), NMDA receptor (Ki = 6.24 μM) (as an antagonist),[3] and nAChRs (as an antagonist).[4] It has also been found to inhibit the enzyme acetylcholinesterase, act as a voltage-gated sodium channel blocker,[5] and displays estrogenic activity in rodents.[3][4] In contrast to ibogaine and other iboga alkaloids, coronaridine does not bind to either the σ1 or σ2 receptor.[5] Coronaridine also has estrogenic properties.[3]
See also[edit]
References[edit]
- ^ Delorenzi JC, Freire-de-Lima L, Gattass CR, et al. (July 2002). "In vitro activities of iboga alkaloid congeners coronaridine and 18-methoxycoronaridine against Leishmania amazonensis". Antimicrobial Agents and Chemotherapy. 46 (7): 2111–5. doi:10.1128/aac.46.7.2111-2115.2002. PMC 127312
. PMID 12069962. - ^ Glick SD, Kuehne ME, Raucci J, Wilson TE, Larson D, Keller RW Jr, Carlson JN (September 1994). "Effects of iboga alkaloids on morphine and cocaine self-administration in rats: relationship to tremorigenic effects and to effects on dopamine release in nucleus accumbens and striatum.". Brain Res. 657 (1-2): 14–22. doi:10.1016/0006-8993(94)90948-2. PMID 7820611.
- ^ a b c Christophe Wiart (16 December 2013). Lead Compounds from Medicinal Plants for the Treatment of Neurodegenerative Diseases. Academic Press. pp. 67–69, 73. ISBN 978-0-12-398383-1.
- ^ a b Gideon Polya (15 May 2003). Biochemical Targets of Plant Bioactive Compounds: A Pharmacological Reference Guide to Sites of Action and Biological Effects. CRC Press. pp. 203–. ISBN 978-0-203-01371-7.
- ^ a b Chemistry and Biology. Academic Press. 21 September 1998. pp. 222–. ISBN 978-0-08-086576-8.
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See also: Peptide receptor modulators
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